
Journal of Carbohydrate Chemistry p. 915 - 922 (1998)
Update date:2022-07-29
Topics:
Ding, Xianglan
Kong, Fanzuo
The synthesis of laminin hexasaccharide analogue di-O-[Gal-β-(1→4)-Glc-β]-(1→2)-(1→6)-man-α- (1→6)-man-α-Me derivative (1) was achieved with 1,2-anhydromannopyranose benzyl ether (3) as the key intermediate. Coupling of 3 with methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside (4) promoted by ZnCl2 gave methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D- mannopyranoside (2a). Selective 6-O-debenzylation of 2b with ZnCl2-Ac2O-HOAc followed by coupling with acetobromolactopyranose afforded 1.
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